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65365

(S)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride

Name: (<I>S</I>)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride
Brand: SIAL

for chiral derivatization, LiChropur^™, ≥99.0%

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Synonym(s):

(S)-(+)-MTPA-Cl, Mosher’s acid chloride

Linear Formula:

C₆H₅C(OCH₃)(CF₃)COCl

CAS Number:

20445-33-4

Molecular Weight:

252.62

Beilstein:

3591562

MDL number:

MFCD00067105

PubChem Substance ID:

329760057

NACRES:

NA.22

grade

for chiral derivatization

Quality Level

100

Assay

≥99.0% (AT)
≥99.0%

optical activity

[α]20/D +137±2°, c = 6.4% in carbon tetrachloride

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur^™

technique(s)

HPLC: suitable

refractive index

n20/D 1.469 (lit.)
n20/D 1.469

bp

213-214 °C (lit.)

density

1.35 g/mL at 25 °C (lit.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

CO[C@@](C(Cl)=O)(c1ccccc1)C(F)(F)F

InChI

1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m1/s1

InChI key

PAORVUMOXXAMPL-SECBINFHSA-N

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Related Categories

Chromatography & Spectroscopy Reagents

Application

Determination of absolute configuration of stereogenic carbinol carbons; doi:10.1038/nprot.2007.354

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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High-performance liquid chromatographic resolution of enantiomers of 1-phenyl-2-aminopropanes (amphetamines) with four chiral reagents.

K J Miller et al.

Journal of chromatography, 307(2), 335-342 (1984-05-11)

High-performance liquid chromatography (HPLC) was employed for resolution of enantiomers of chiral ring-substituted 1-phenyl-2- aminopropanes (amphetamines) and 1-phenylethylamine following derivatization with four chiral reagents: (R)-(+)-1-phenylethyl isocyanate ( PEIC ), (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride ( MTPA X Cl), 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate ( GITC )

Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons.

Thomas R Hoye et al.

Nature protocols, 2(10), 2451-2458 (2007-10-20)

This protocol details the most commonly used nuclear magnetic resonance (NMR)-based method for deducing the configuration of otherwise unknown stereogenic, secondary carbinol (alcohol) centers (R1R2CHOH (or the analogous amines where OH is replaced by NH2)). This 'Mosher ester analysis' relies

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